6-chloro-N⁴-(3,4,5-trimethoxybenzyl)pyrimidine-4,5-diamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-chloro-N⁴-(3,4,5-trimethoxybenzyl)pyrimidine-4,5-diamine
• 英文别名: 6-chloro-4-N-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-4,5-diamine
• 化学式: C₁₄H₁₇ClN₄O₃
• 分子量: 324.767
• InChiKey: ZBIRKFFJLWNLDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  91.5
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-chloro-N⁴-(3,4,5-trimethoxybenzyl)pyrimidine-4,5-diamine 、 硫代异氰酸苯酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以20%的产率得到N2-苯基-n7-(3,4,5-三甲氧基苄基)噻唑并[5,4-d]嘧啶-2,7-二胺
  参考文献：
  名称：

  Single-Step Syntheses of 2-Amino-7-chlorothiazolo[5,4-d]pyrimidines:  Intermediates for Bivalent Thiazolopyrimidines

  摘要：

  A single-step process for the preparation of 2-amino-7-chlorothiazolo[5,4-d]pyrimidines, 2, was achieved by the reaction of the commercially available 4,6-dichloro-5-aminopyrimidine 1 with isothiocyanates. This mild reaction accommodates a variety of functionalized isothiocyanates and proceeds in good to excellent yields. The utility of such intermediates is exemplified by subsequent reaction with alkyl or arylamine nucleophiles to afford novel, differentially functionalized 2,7-diaminothiazolo[5,4-d]pyrimidines, 3.

  DOI：

  10.1021/jo0517702
• 作为产物：
  描述：

  3,4,5-三甲氧基苄胺 、 4,6-二氯-5-氨基嘧啶 在 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 16.0h， 以80%的产率得到6-chloro-N⁴-(3,4,5-trimethoxybenzyl)pyrimidine-4,5-diamine
  参考文献：
  名称：

  Single-Step Syntheses of 2-Amino-7-chlorothiazolo[5,4-d]pyrimidines:  Intermediates for Bivalent Thiazolopyrimidines

  摘要：

  A single-step process for the preparation of 2-amino-7-chlorothiazolo[5,4-d]pyrimidines, 2, was achieved by the reaction of the commercially available 4,6-dichloro-5-aminopyrimidine 1 with isothiocyanates. This mild reaction accommodates a variety of functionalized isothiocyanates and proceeds in good to excellent yields. The utility of such intermediates is exemplified by subsequent reaction with alkyl or arylamine nucleophiles to afford novel, differentially functionalized 2,7-diaminothiazolo[5,4-d]pyrimidines, 3.

  DOI：

  10.1021/jo0517702

文献信息

• Single-Step Syntheses of 2-Amino-7-chlorothiazolo[5,4-<i>d</i>]pyrimidines:  Intermediates for Bivalent Thiazolopyrimidines
  作者：Jian Liu、Raymond J. Patch、Carsten Schubert、Mark R. Player

  DOI：10.1021/jo0517702

  日期：2005.11.1

  A single-step process for the preparation of 2-amino-7-chlorothiazolo[5,4-d]pyrimidines, 2, was achieved by the reaction of the commercially available 4,6-dichloro-5-aminopyrimidine 1 with isothiocyanates. This mild reaction accommodates a variety of functionalized isothiocyanates and proceeds in good to excellent yields. The utility of such intermediates is exemplified by subsequent reaction with alkyl or arylamine nucleophiles to afford novel, differentially functionalized 2,7-diaminothiazolo[5,4-d]pyrimidines, 3.